US2566623A - Hydraulic fluid composition - Google Patents
Hydraulic fluid composition Download PDFInfo
- Publication number
- US2566623A US2566623A US19439A US1943948A US2566623A US 2566623 A US2566623 A US 2566623A US 19439 A US19439 A US 19439A US 1943948 A US1943948 A US 1943948A US 2566623 A US2566623 A US 2566623A
- Authority
- US
- United States
- Prior art keywords
- phosphate
- carbon atoms
- phosphates
- tri
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000012530 fluid Substances 0.000 title claims description 16
- 239000000203 mixture Substances 0.000 title description 9
- 229910019142 PO4 Inorganic materials 0.000 claims description 41
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 15
- 239000010452 phosphate Substances 0.000 claims description 14
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims description 6
- 229930195733 hydrocarbon Natural products 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 claims description 4
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 2
- 235000021317 phosphate Nutrition 0.000 description 37
- -1 diaryl phosphate Chemical compound 0.000 description 21
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 14
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- 125000000853 cresyl group Chemical group C1(=CC=C(C=C1)C)* 0.000 description 7
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 6
- GTVWRXDRKAHEAD-UHFFFAOYSA-N Tris(2-ethylhexyl) phosphate Chemical compound CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC GTVWRXDRKAHEAD-UHFFFAOYSA-N 0.000 description 6
- 125000005023 xylyl group Chemical group 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000013329 compounding Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
- 229910000906 Bronze Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- IINBBFMEBFBFQO-UHFFFAOYSA-N bis(4-methylphenyl) octyl phosphate Chemical compound C=1C=C(C)C=CC=1OP(=O)(OCCCCCCCC)OC1=CC=C(C)C=C1 IINBBFMEBFBFQO-UHFFFAOYSA-N 0.000 description 1
- 239000010974 bronze Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- BKENCPVCULYKSA-UHFFFAOYSA-N nonyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCCCCC)OC1=CC=CC=C1 BKENCPVCULYKSA-UHFFFAOYSA-N 0.000 description 1
- YAFOVCNAQTZDQB-UHFFFAOYSA-N octyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCCCC)OC1=CC=CC=C1 YAFOVCNAQTZDQB-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- SFENPMLASUEABX-UHFFFAOYSA-N trihexyl phosphate Chemical compound CCCCCCOP(=O)(OCCCCCC)OCCCCCC SFENPMLASUEABX-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/041—Triaryl phosphates
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/042—Metal salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
Definitions
- This invention relates to a fluid composition useful particularly for transmitting power in hydraulic power systems and especially a nonfiammable hydraulic fluid for use in the hydraulic systems of aircraft.
- a number of fluids are known which are in tended for use to transmit power in hydraulic systems;
- aircraft hydraulic power systems for operating various mechanisms of an airplane impose stringent requirements on the fluid used.
- the viscosity characteristics of the fluid must be such that it may be used over a wide temperature range. It must not affect adversely the materials of which the system is constructed. It must possess sufficient lubricity and mechanical stability to enable it to be used in the self-lubricated pumps, valves, et cetera employed, and it should not be abnormally toxic or harmful to personnel who come in contact with it.
- the exacting demands of the :hydraulic systems of aircraft are many and particularly include a high lubricity to effectively lubricate moving parts of the system, satisfactory viscosity at low as well as high temperatures at which the aircraft may have to operate,
- a hydraulic fluid surprisingly satisfactory for aircraft hydraulic systems can be made by compounding a triaryl or diaryl phosphate, such as tricresyl phosphate, for example, with a suitable trialkyl phosphate, such as tri-(Z-ethyl hexyl) phosphate, for example, or a suitable tri-aliphatic phosphate, such as tributoxyethyl phosphate, for example;
- a triaryl or diaryl phosphate such as tricresyl phosphate
- a suitable trialkyl phosphate such as tri-(Z-ethyl hexyl) phosphate, for example
- a suitable tri-aliphatic phosphate such as tributoxyethyl phosphate, for example
- aryl phosphates suitable for the purposes of my invention are those phosphates having three hydrocarbon radicals, at leasttwo of which radicals are aryl radicals having from: 6; to 8 carbon atoms, where any alkyl substituent, onthe aromatic nucleus is no greater than a methyl group, and the other hydrocarbon radical is either such an aryl group having atv least one methyl substituent or a saturated alkyl' group having from 6 to 10 carbon atoms.
- These aryl phosphates particularly include such triaryl phosphates as tricresyl phosphate, cresyl.
- cresyl indicates the tolyl or methylphenyl radical and xylyl the dimethyl-' phenyl radical.
- aromatic phosphates par:- ticularly suitable for the purposes of this invention may be represented by the formula where R1 is phenyl, cresyl or xylyl and R2 is cresyl, xylyl or a saturated alkyl group having from 6 to 10 carbon atoms.
- the tri-aliphatic phosphates suitable for compounding with the aromatic phosphates pointed out above particularly include trialkyl phosphates, the alkyl groups of which are saturated and branched chain with from 4 to 9 carbon atoms, such as tri(2-ethy1 hexyl) phosphate and triisononyl phosphate (where the isononyl groups are Me3C.CH2(CII.CH3)CH2.CH2-), a examples, and those trialkyl phosphates the alkyl groups of which are saturated and straight chain with from 4 to 6 carbon atoms, that is, n-butyl, namyl and n-hexyl, particularly tri-n-butyl phosphate and tri-n-hexyl phosphate, and such tri- Pour point, 45 F.
- trialkyl phosphates the alkyl groups of which are saturated and branched chain with from 4 to 9 carbon atoms
- Example 3 70% by volume tricresyl phosphate 30% by volume tri(2-ethyl hexyl) phosphate Pour point, 40 F.
- a non-flammable hydraulic fluid for dynamic hydraulic systems of aircraft having good low temperature properties and having an autogenous ignition temperature above 890 F. and a pour point lower than 40 F. consisting of an organic phosphate having three hydrocarbon radicals, two of which are member of the group consisting of phenyl, cresyl and xylyl radicals and the other hydrocarbon radical a member of the group consisting of cresyl, xylyl and a saturated alkyl radical having from 6 to 10 carbon atoms; and a relative proportion of from 20 to volume per cent of a tri-aliphatic phosphate compounded therewith selected from the group consisting of trialkyl phosphates in which the alkyl groups are saturated branched chains With from 4 to 9 carbon atoms, trialkyl phosphates in which the alkyl groups are saturated straight chains with from 4 to 6 carbon atoms, and tributoxyethyl phosphate.
- composition a defined in claim 1 in which said aromatic phosphates are triaryl phosphates.
- composition as defined in claim 1 in which said aromatic phosphates are triaryl phosphates and said tri-aliphatic phosphate is tributoxyethyl phosphate.
- a fluid as defined in claim 1 in which said phosphates are tricresyl phosphate and tri(2- ethyl hexyl) phosphate.
- a fluid as defined in claim 1 in which said phophates are cresyl diphenyl phosphate and tri- (2-ethyl hexyl) phosphate.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL147929D NL147929C (enrdf_load_stackoverflow) | 1948-04-06 | ||
US19439A US2566623A (en) | 1948-04-06 | 1948-04-06 | Hydraulic fluid composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US19439A US2566623A (en) | 1948-04-06 | 1948-04-06 | Hydraulic fluid composition |
Publications (1)
Publication Number | Publication Date |
---|---|
US2566623A true US2566623A (en) | 1951-09-04 |
Family
ID=21793229
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US19439A Expired - Lifetime US2566623A (en) | 1948-04-06 | 1948-04-06 | Hydraulic fluid composition |
Country Status (2)
Country | Link |
---|---|
US (1) | US2566623A (enrdf_load_stackoverflow) |
NL (1) | NL147929C (enrdf_load_stackoverflow) |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2636861A (en) * | 1950-06-09 | 1953-04-28 | Shell Dev | Hydraulic fluid |
US2694083A (en) * | 1950-02-20 | 1954-11-09 | Douglas Aircraft Co Inc | Tri-(fluoralkyl phenyl) phosphates and method for producing them |
DE944625C (de) * | 1952-06-27 | 1956-06-21 | Bataafsche Petroleum Maatsscha | Schmieroel |
DE1029515B (de) * | 1953-12-19 | 1958-05-08 | Douglas Aircraft Co Inc | Nicht entflammbare hydraulische Fluessigkeiten und Schmiermittel |
US2964477A (en) * | 1955-11-03 | 1960-12-13 | Celanese Corp | Phosphate ester compositions |
US3288890A (en) * | 1963-03-26 | 1966-11-29 | Monsanto Res Corp | Fluorine-containing organic compounds of phosphorus |
US3496107A (en) * | 1969-03-13 | 1970-02-17 | Fmc Corp | Fire-resistant functional fluids |
US3935116A (en) * | 1972-02-28 | 1976-01-27 | Mcdonnell Douglas Corporation | Functional fluid compositions |
US3983046A (en) * | 1973-09-24 | 1976-09-28 | Mcdonnell Douglas Corporation | Functional fluid compositions containing epoxy additives |
US3984340A (en) * | 1973-09-24 | 1976-10-05 | Mcdonnell Douglas Corporation | Functional fluid compositions containing epoxy compounds |
US4007123A (en) * | 1972-02-28 | 1977-02-08 | Mcdonnell Douglas Corporation | Fire resistant functional fluid compositions |
US4193742A (en) * | 1974-10-31 | 1980-03-18 | Arthur Pfeiffer Vakuumtechnik Wetzlar Gmbh | Vacuum pump assembly with built-in shutoff valve |
US6156228A (en) * | 1994-11-16 | 2000-12-05 | Houghton International, Inc. | Trialkoxyalkylphosphate-based fire resistant fluid containing triglyceride |
USRE37101E1 (en) | 1992-06-11 | 2001-03-20 | Solutia Inc. | Stabilized phosphate ester-based functional fluid compositions |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1976716A (en) * | 1930-03-03 | 1934-10-16 | Warren A Custer | Organic compositions of matter and uses therefor |
US2237336A (en) * | 1936-04-22 | 1941-04-08 | Celluloid Corp | Pumping or compressing of gases |
US2241531A (en) * | 1936-07-15 | 1941-05-13 | Standard Oil Dev Co | Instrument oil |
US2245649A (en) * | 1934-10-02 | 1941-06-17 | Celluloid Corp | Lubricant and method of making same |
US2249800A (en) * | 1936-04-24 | 1941-07-22 | Du Pont | Hydraulic fluid |
US2390258A (en) * | 1943-05-24 | 1945-12-04 | Hydraulic Brake Co | Hydraulic pressure fluid |
US2410608A (en) * | 1942-03-02 | 1946-11-05 | Cities Service Oil Co | Hydraulic liquid having a comparatively small change in viscosity |
-
0
- NL NL147929D patent/NL147929C/xx active
-
1948
- 1948-04-06 US US19439A patent/US2566623A/en not_active Expired - Lifetime
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1976716A (en) * | 1930-03-03 | 1934-10-16 | Warren A Custer | Organic compositions of matter and uses therefor |
US2245649A (en) * | 1934-10-02 | 1941-06-17 | Celluloid Corp | Lubricant and method of making same |
US2237336A (en) * | 1936-04-22 | 1941-04-08 | Celluloid Corp | Pumping or compressing of gases |
US2249800A (en) * | 1936-04-24 | 1941-07-22 | Du Pont | Hydraulic fluid |
US2241531A (en) * | 1936-07-15 | 1941-05-13 | Standard Oil Dev Co | Instrument oil |
US2410608A (en) * | 1942-03-02 | 1946-11-05 | Cities Service Oil Co | Hydraulic liquid having a comparatively small change in viscosity |
US2390258A (en) * | 1943-05-24 | 1945-12-04 | Hydraulic Brake Co | Hydraulic pressure fluid |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2694083A (en) * | 1950-02-20 | 1954-11-09 | Douglas Aircraft Co Inc | Tri-(fluoralkyl phenyl) phosphates and method for producing them |
US2636861A (en) * | 1950-06-09 | 1953-04-28 | Shell Dev | Hydraulic fluid |
DE944625C (de) * | 1952-06-27 | 1956-06-21 | Bataafsche Petroleum Maatsscha | Schmieroel |
DE1029515B (de) * | 1953-12-19 | 1958-05-08 | Douglas Aircraft Co Inc | Nicht entflammbare hydraulische Fluessigkeiten und Schmiermittel |
US2964477A (en) * | 1955-11-03 | 1960-12-13 | Celanese Corp | Phosphate ester compositions |
US3288890A (en) * | 1963-03-26 | 1966-11-29 | Monsanto Res Corp | Fluorine-containing organic compounds of phosphorus |
US3496107A (en) * | 1969-03-13 | 1970-02-17 | Fmc Corp | Fire-resistant functional fluids |
US3935116A (en) * | 1972-02-28 | 1976-01-27 | Mcdonnell Douglas Corporation | Functional fluid compositions |
US4007123A (en) * | 1972-02-28 | 1977-02-08 | Mcdonnell Douglas Corporation | Fire resistant functional fluid compositions |
US3983046A (en) * | 1973-09-24 | 1976-09-28 | Mcdonnell Douglas Corporation | Functional fluid compositions containing epoxy additives |
US3984340A (en) * | 1973-09-24 | 1976-10-05 | Mcdonnell Douglas Corporation | Functional fluid compositions containing epoxy compounds |
US4193742A (en) * | 1974-10-31 | 1980-03-18 | Arthur Pfeiffer Vakuumtechnik Wetzlar Gmbh | Vacuum pump assembly with built-in shutoff valve |
USRE37101E1 (en) | 1992-06-11 | 2001-03-20 | Solutia Inc. | Stabilized phosphate ester-based functional fluid compositions |
US6156228A (en) * | 1994-11-16 | 2000-12-05 | Houghton International, Inc. | Trialkoxyalkylphosphate-based fire resistant fluid containing triglyceride |
US6521142B1 (en) | 1994-11-16 | 2003-02-18 | Houghton Technical Corp. | Fire-resistant hydraulic fluid compositions |
Also Published As
Publication number | Publication date |
---|---|
NL147929C (enrdf_load_stackoverflow) |
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